Sulfoethyl methacrylate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    10595-80-9

    Molecular formula
    C6H10O5S

    SMILES
    CC(=C)C(=O)OCCS(=O)(=O)O

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 59.42%
    Roasted 27.16%
    Fruity 25.76%
    Pungent 23.59%
    Burnt 23.48%
    Cooked 23.48%
    Sour 23.21%
    Caramellic 21.75%
    Sulfurous 21.44%
    Ethereal 20.73%

     

    Flavor
    Bitter 54.44%
    Odorless 27.66%
    Bland 21.05%
    Very mild 20.52%
    Nitrile 19.79%
    Taco 19.72%
    Bread crust 19.64%
    Roasted peanuts 19.23%
    Broom 19.15%
    Cedarleaf 19.08%

     

    Odor impact est.
    Medium

  • Properties

    pKa est.
    8.42 (weak base)

    Molecular weight
    194.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    435°C

    Flash point

    • 153.85 ˚C est.

  • Synonyms

    • 2-Sulfoethyl methacrylate
    • 10595-80-9
    • Sulfoethyl methacrylate
    • N73M5PV49L
    • 2-Propenoic acid, 2-methyl-, 2-sulfoethyl ester
    • SEMA monomer
    • RefChem:89397
    • 234-207-4
    • 2-(methacryloyloxy)ethanesulfonic acid
    • 2-(2-methylprop-2-enoyloxy)ethanesulfonic acid
    • 2-SULFOETHYLMETHACRYLATE
    • MFCD00080641
    • UNII-N73M5PV49L
    • EINECS 234-207-4
    • SCHEMBL14895
    • 2-[(2-methylprop-2-enoyl)oxy]ethane-1-sulfonic acid
    • DTXSID6044775
    • Methacrylic acid, ester with 2-hydroxyethanesulfonic acid
    • 2-(methacryloyloxy)ethanesulfonicacid
    • AKOS006343455
    • METHACRYLIC ACID, 2-SULFOETHYL ESTER
    • 2-[(2-Methylacryloyl)oxy]ethanesulfonic acid
    • H39404
    • ETHANESULFONIC ACID, 2-HYDROXY-, METHACRYLATE
    • Q27284654
    • 2-Sulfoethyl methacrylate 100 microg/mL in Acetonitrile
    • METHACRYLIC ACID 2-HYDROXYETHANESULFONIC ACID ESTER
    • 10595-80-9

  • Applications

    Sulfoethyl methacrylate is primarily used as a sulfonated vinyl monomer to impart ionic functionality to polymers. In polymer science it is copolymerized with other methacrylates or acrylates to produce hydrophilic polymers and ion-exchange resins for water treatment and demineralization. It is also employed to synthesize hydrogels and functional coatings with enhanced water uptake and ionic conductivity, useful in sensors, separation membranes, and surface-modified materials. As an intermediate, it enables the preparation of sulfated polymers for electrochemical devices such as ion-exchange membranes and fuel-cell components, and can be incorporated into specialty adhesives or coatings where ionic groups improve adhesion or wetting. Use is typically subject to formulation specifics and regulatory considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 67.38
    methanol 143.71
    isopropanol 23.4
    water 20.35
    ethyl acetate 15.46
    n-propanol 28.16
    acetone 116.21
    n-butanol 18.88
    acetonitrile 20.4
    DMF 677.83
    toluene 7.72
    isobutanol 16.0
    1,4-dioxane 20.15
    methyl acetate 24.67
    THF 63.76
    2-butanone 50.71
    n-pentanol 12.88
    sec-butanol 18.7
    n-hexane 1.35
    ethylene glycol 46.14
    NMP 575.41
    cyclohexane 1.34
    DMSO 660.91
    n-butyl acetate 13.12
    n-octanol 7.99
    chloroform 9.04
    n-propyl acetate 14.52
    acetic acid 121.07
    dichloromethane 17.63
    cyclohexanone 61.54
    propylene glycol 48.05
    isopropyl acetate 12.24
    DMAc 389.56
    2-ethoxyethanol 75.74
    isopentanol 15.23
    n-heptane 1.14
    ethyl formate 32.89
    1,2-dichloroethane 17.21
    n-hexanol 9.57
    2-methoxyethanol 150.3
    isobutyl acetate 5.81
    tetrachloromethane 1.87
    n-pentyl acetate 9.07
    transcutol 166.27
    n-heptanol 6.59
    ethylbenzene 5.74
    MIBK 22.21
    2-propoxyethanol 40.58
    tert-butanol 27.44
    MTBE 14.74
    2-butoxyethanol 22.35
    propionic acid 47.0
    o-xylene 11.04
    formic acid 195.4
    diethyl ether 11.18
    m-xylene 7.53
    p-xylene 6.89
    chlorobenzene 7.99
    dimethyl carbonate 33.51
    n-octane 0.41
    formamide 326.02
    cyclopentanone 110.76
    2-pentanone 37.79
    anisole 28.21
    cyclopentyl methyl ether 25.12
    gamma-butyrolactone 118.98
    1-methoxy-2-propanol 83.9
    pyridine 34.25
    3-pentanone 26.18
    furfural 175.09
    n-dodecane 0.31
    diethylene glycol 61.06
    diisopropyl ether 3.67
    tert-amyl alcohol 29.18
    acetylacetone 68.6
    n-hexadecane 0.34
    acetophenone 48.89
    methyl propionate 27.57
    isopentyl acetate 11.65
    trichloroethylene 32.37
    n-nonanol 7.36
    cyclohexanol 13.76
    benzyl alcohol 31.37
    2-ethylhexanol 6.39
    isooctanol 5.29
    dipropyl ether 7.76
    1,2-dichlorobenzene 10.86
    ethyl lactate 24.58
    propylene carbonate 59.81
    n-methylformamide 227.48
    2-pentanol 10.57
    n-pentane 1.28
    1-propoxy-2-propanol 26.91
    1-methoxy-2-propyl acetate 26.6
    2-(2-methoxypropoxy) propanol 53.97
    mesitylene 5.55
    ε-caprolactone 52.49
    p-cymene 5.09
    epichlorohydrin 73.42
    1,1,1-trichloroethane 6.63
    2-aminoethanol 67.89
    morpholine-4-carbaldehyde 253.25
    sulfolane 310.02
    2,2,4-trimethylpentane 1.09
    2-methyltetrahydrofuran 31.43
    n-hexyl acetate 14.55
    isooctane 0.53
    2-(2-butoxyethoxy)ethanol 50.23
    sec-butyl acetate 8.42
    tert-butyl acetate 20.81
    decalin 1.21
    glycerin 102.25
    diglyme 97.16
    acrylic acid 73.66
    isopropyl myristate 5.42
    n-butyric acid 37.7
    acetyl acetate 16.48
    di(2-ethylhexyl) phthalate 12.69
    ethyl propionate 13.95
    nitromethane 227.51
    1,2-diethoxyethane 15.43
    benzonitrile 17.22
    trioctyl phosphate 7.11
    1-bromopropane 6.02
    gamma-valerolactone 171.26
    n-decanol 5.14
    triethyl phosphate 12.03
    4-methyl-2-pentanol 6.79
    propionitrile 10.13
    vinylene carbonate 53.63
    1,1,2-trichlorotrifluoroethane 112.88
    DMS 18.24
    cumene 5.31
    2-octanol 3.95
    2-hexanone 22.96
    octyl acetate 8.39
    limonene 7.66
    1,2-dimethoxyethane 97.06
    ethyl orthosilicate 9.32
    tributyl phosphate 9.14
    diacetone alcohol 54.23
    N,N-dimethylaniline 32.68
    acrylonitrile 25.46
    aniline 20.65
    1,3-propanediol 55.88
    bromobenzene 5.22
    dibromomethane 9.33
    1,1,2,2-tetrachloroethane 24.69
    2-methyl-cyclohexyl acetate 15.97
    tetrabutyl urea 20.99
    diisobutyl methanol 4.15
    2-phenylethanol 18.94
    styrene 7.24
    dioctyl adipate 13.86
    dimethyl sulfate 116.17
    ethyl butyrate 13.89
    methyl lactate 52.97
    butyl lactate 18.66
    diethyl carbonate 10.72
    propanediol butyl ether 38.22
    triethyl orthoformate 11.62
    p-tert-butyltoluene 4.69
    methyl 4-tert-butylbenzoate 38.41
    morpholine 41.73
    tert-butylamine 12.53
    n-dodecanol 3.46
    dimethoxymethane 109.59
    ethylene carbonate 28.34
    cyrene 92.21
    2-ethoxyethyl acetate 18.73
    2-ethylhexyl acetate 8.83
    1,2,4-trichlorobenzene 14.38
    4-methylpyridine 42.13
    dibutyl ether 5.81
    2,6-dimethyl-4-heptanol 4.15
    DEF 76.74
    dimethyl isosorbide 74.76
    tetrachloroethylene 17.84
    eugenol 38.18
    triacetin 34.62
    span 80 30.18
    1,4-butanediol 24.4
    1,1-dichloroethane 7.51
    2-methyl-1-pentanol 12.61
    methyl formate 147.96
    2-methyl-1-butanol 17.0
    n-decane 0.56
    butyronitrile 10.37
    3,7-dimethyl-1-octanol 7.57
    1-chlorooctane 2.66
    1-chlorotetradecane 1.01
    n-nonane 0.54
    undecane 0.4
    tert-butylcyclohexane 1.03
    cyclooctane 0.67
    cyclopentanol 20.4
    tetrahydropyran 13.04
    tert-amyl methyl ether 17.29
    2,5,8-trioxanonane 73.64
    1-hexene 4.04
    2-isopropoxyethanol 34.44
    2,2,2-trifluoroethanol 59.35
    methyl butyrate 25.24

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction